Westside Vacations from $581

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Your Westside Vacation

A great way to experience this city is with a customized Westside vacation package. Stay in the neighborhood of Murray Hill, which is great for distilleries and craft breweries, bars and pubs and dining or go someplace else — our package deals are all about you. Jacksonville Equestrian Center, Crystal Springs Park and Bent Creek Golf Course are just a few of the many sights you'll want to check out during your trip to Westside. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Westside now.

The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Downtown Jacksonville
Price was $781, price is now $581 per person
$581
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.2/10 Very Good! (1,597 reviews)
No Room and Amenities

Reviewed on Feb 24, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $4,264, price is now $2,857 per person
$2,857
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $901, price is now $648 per person
$648
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,345 reviews)
Very nice hotel with great customer service

Reviewed on Mar 2, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $811, price is now $595 per person
$595
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
Love the resort but the room we stayed in had very poor water pressure and the tub backed ip

Reviewed on Feb 24, 2026

Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $1,242, price is now $930 per person
$930
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,002 reviews)
Room was nicely kept and has been updated

Reviewed on Feb 27, 2026

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
FernandinaBeach_BlueDoorArtists_553248621532654630-2

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

Find hotels in Amelia City

Westside Hotel Deals

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

2.5 out of 5
8001 PARRAMORE ROAD Jacksonville FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $127 total per night from Mar 22 to Mar 23
$127 total
Mar 22 - Mar 23
Total with taxes and fees
9.4/10 Exceptional! (1,007 reviews)
Cleanliness and hotel staff were very friendly

Reviewed on Mar 1, 2026

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Quality Inn Jacksonville - Orange Park near Naval Air Station

Quality Inn Jacksonville - Orange Park near Naval Air Station

2.5 out of 5
4580 Collins Road Jacksonville FL
Fully refundable
$60 nightly
The price is $68 total per night from Mar 8 to Mar 9
$68 total
Mar 8 - Mar 9
Total with taxes and fees
6.8/10 (1,001 reviews)
Great value, large room, helpful staff. Clean.

Reviewed on Feb 23, 2026

Quality Inn Jacksonville - Orange Park near Naval Air Station
Sleep Inn & Suites Jacksonville West

Sleep Inn & Suites Jacksonville West

2.5 out of 5
6535 Ramona Blvd Jacksonville FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Mar 29 to Mar 30
$79 total
Mar 29 - Mar 30
Total with taxes and fees
7.6/10 Good! (578 reviews)
Clean

Reviewed on Mar 2, 2026

Sleep Inn & Suites Jacksonville West
See all 3,092 properties in Westside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Westside

F/A-18 Hornets at NAS Jacksonville

Jacksonville Naval Air Station

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the lively festivals or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
Jacksonville_WestsideRegionalPark_6069311_04

Westside Regional Park

Explore the great outdoors at Westside Regional Park, a lovely green space in Jacksonville. Experience the lively festivals and great live music in this family-friendly area.

Westside Regional Park

Florida Yacht Club Marina

Explore the waterfront in Jacksonville with a trip to Florida Yacht Club Marina. Amble around this family-friendly area's riverfront or experience its lively festivals.

Florida Yacht Club Marina

Things to do

Gummy Making Class

Gummy Making Class

$20
per traveler
Gummy Making Class
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

$140
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
Architecture and History Tour in San Marco

Architecture and History Tour in San Marco

$96
per adult
Architecture and History Tour in San Marco
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.